Book Holiday Homes in Paia

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Featured Holiday Homes in Paia

Kaiholo Hale

Kaiholo Hale

3 out of 5
25 Kaiholo Place, Paia, HI
With a stay at Kaiholo Hale in Paia, you'll be in the historical district, just a 4-minute walk from Kuau Bay Beach and 14 minutes by foot from Paia Bay.
Kaiholo Hale
The #1 Luxury OCEAN FRONT Mansion!  Sleeps 32

The #1 Luxury OCEAN FRONT Mansion! Sleeps 32

lahina
When you stay at this vacation home in Honokowai, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
The #1 Luxury OCEAN FRONT Mansion! Sleeps 32
WOW! Stunning Ocean Views, Large Deck &Luxury Beds

WOW! Stunning Ocean Views, Large Deck &Luxury Beds

Kihei
With a stay at this vacation home in Kihei, you'll be within a 10-minute drive of Wailea Beach and Keawakapu Beach North.
WOW! Stunning Ocean Views, Large Deck &Luxury Beds
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Private & Fabulous views!  Exclusive pool, spa and 1 acre yard

Private & Fabulous views! Exclusive pool, spa and 1 acre yard

Kihei
With a stay at this vacation home in Kihei (Wailea), you'll be within a 10-minute drive of Wailea Beach and Ulua Beach Park.
Private & Fabulous views! Exclusive pool, spa and 1 acre yard
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui

Kihei
With a stay at this vacation home in Kihei, you'll be by the ocean, within a 15-minute drive of Wailea Beach and Kamaole Beach Park 2.
Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Lahaina
When you stay at this vacation home in Napili, you'll be by the sea, within a 15-minute drive of Napili Bay and Whalers Village.
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!

Kihei
With a stay at this vacation home in Kihei, you'll be on the beach, within a 15-minute drive of Wailea Beach and Maalaea Bay Beaches.
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!
Mountain to Ocean Views Pole House @ Maui Adventure Villa

Mountain to Ocean Views Pole House @ Maui Adventure Villa

Haiku-Pauwela
Located in Haiku, this vacation home is by the sea, within a 10-minute drive of Haiku Park and Twin Falls.
Mountain to Ocean Views Pole House @ Maui Adventure Villa
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Kihei
A stay at this vacation home places you in the heart of Kihei, within a 15-minute walk of Pilates Maui and Sanctuary Education Center Whale Watch Center.
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Paia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Paia vacation homes are the perfect way for you to wing it.

Holiday houses in Paia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Paia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Paia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Paia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Paia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Paia Holiday Homes essential information

Accommodation
265 Holiday Homes
Lowest Price
AU$611
Highest Price
AU$1,440
Popular accommodation
Kaiholo Hale, The #1 Luxury OCEAN FRONT Mansion! Sleeps 32, WOW! Stunning Ocean Views, Large Deck &Luxury Beds, Private & Fabulous views! Exclusive pool, spa and 1 acre yard , Maui 🌺 Private Home in Wailea Kihei with 3 bed 2 bath Best Beaches on Maui, Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!, Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !!!, Mountain to Ocean Views Pole House @ Maui Adventure Villa, Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!

Top trending hotels in Paia

Paia Inn

Paia Inn

3.5 out of 5
93 Hana Highway, Paia, HI
Fully refundableReserve now, pay when you stay
The price is AU$611 per night from 25 Nov to 26 Nov
AU$611
includes taxes & fees
25 Nov - 26 Nov
With a stay at Paia Inn, you'll be centrally located in Paia, just a 3-minute walk from Lower Paia Park and 9 minutes by foot from H.A. Baldwin Beach State ...
Paia Inn
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is AU$1,105 per night from 1 Dec to 2 Dec
AU$1,105
includes taxes & fees
1 Dec - 2 Dec
With a stay at Fairmont Kea Lani Maui in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Wailea Blue Golf Course.
Fairmont Kea Lani Maui
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is AU$632 per night from 5 Dec to 6 Dec
AU$632
includes taxes & fees
5 Dec - 6 Dec
When you stay at Aston Kaanapali Shores in Kaanapali, you'll be on the beach, within a 10-minute drive of Kaanapali Beach and Whalers Village.
Aston Kaanapali Shores
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Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive, Kihei, HI
The price is AU$1,440 per night from 30 Nov to 1 Dec
AU$1,440
includes taxes & fees
30 Nov - 1 Dec
With a stay at Four Seasons Resort Maui at Wailea in Kihei (Wailea), you'll be within a 15-minute walk of Wailea Beach and Polo Beach.
Four Seasons Resort Maui at Wailea
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.